Optical film

ABSTRACT

The present invention provides an optical film, which is excellent in ultraviolet absorption capability at 380 nm with little bleed-out, comprising a resin containing a triazine compound represented by the following general formula (I). 
                         
(In the formula, R 1 -R 6  may be a hydrogen atom; hydroxyl group; or an organic group selected from among an alkyl group, alkoxy group, dialkyl amino group, alkyl carbonyloxy group, aryl group, arylated alkyl group, aryloxy group, arylated alkyloxy group and an aryl carbonyloxy group having 18 or less carbon atoms, independently. However, the alkyl part of these organic groups may be substituted by a hydroxyl group, halogen atom, cyano group or nitro group, interrupted by an oxygen atom, sulfur atom, carbonyl group, ester group, amide group or imino group, or have a double bond, and these substitutions, interruptions and double bonds may be combined).

TECHNICAL FIELD

The present invention relates to an optical film made of a resin, thefilm containing a specific ultraviolet absorber, and in particular tovarious functional films such as a polarizing plate protective film, aphase difference film, a viewing angle expansion film, an opticalcompensation film used for liquid crystal displays, and ananti-reflection film used in a plasma display, to an opticalcompensation film for an organic EL display, and to a luminousprotective film etc.

BACKGROUND ART

Since it is lightweight compared with glass, resin is used in very manyoptical fields such as optical lenses, prisms, optical fibers andvarious optical films. However, there is a problem that in a resin film,the strength of the film falls due to ultraviolet radiation, ortransparency falls due to discoloration, and for optical film use, thisproblem has serious consequences.

For this reason, an ultraviolet absorber such as a benzotriazolecompound or a triazine compound is used in an optical film. For example,JP,2002-249600,A (Claim 2, [0018]) [0029], [0031]) or JP,2001-324616,A(Claim 2, [0025], [0053], [0059]) disclose a norbornene resin filmcontaining an ultraviolet absorber.

However, in the case of a prior art ultraviolet absorber, absorption isshifted to the low wavelength side. Since the absorption at 380 nm islow, ultraviolet absorber of a large amount, which gives the requiredabsorbing power must be used, so bleed-out or a change of color tonecould not be avoided.

JP,11-71356,A (Claim 1, [0009]-[0027], and [0042]-[0047]) disclose atriazine compound ultraviolet absorber, but there is no mention of anoptical film.

Hence, an optical film containing sufficient ultraviolet absorber tohave an ultraviolet absorption capability at a wavelength of 380 nm tomake it suitable for an optical film, and with little bleed-out, had notyet been obtained.

SUMMARY OF THE INVENTION

It is therefore an object of the present invention to provide an opticalfilm having superior absorbing power with respect to ultravioletradiation at a wavelength of 380 nm, and with little bleed-out of thisultraviolet absorber.

As a result of repeated studies, the Inventors were able to solve theabove problem using an ultraviolet absorber comprising a specifictriazine compound, and thereby arrived at the invention.

Specifically, a first invention provides an optical film comprising aresin containing a triazine compound represented by the followinggeneral formula (I):

(in the formula, R¹-R⁶ may each be a hydrogen atom; hydroxyl group; oran organic group selected from among an alkyl group, alkoxy group,dialkyl amino group, alkyl carbonyloxy-group, aryl group, arylated alkylgroup, aryloxy group, arylated alkyloxy group and an arylcarbonyloxy-group, having 18 or less carbon atoms, independently.However, the alkyl part of these organic groups may be substituted by ahydroxyl group, halogen atom, cyano group or nitro group, interrupted byan oxygen atom, sulfur atom, carbonyl group, ester group, amide group orimino group, or have a double bond, and these substitutions,interruptions and double bonds may be combined).

A second invention provides the optical film according to the firstinvention wherein the triazine compound is represented by the followinggeneral formula (II):

(in the formula, R⁷-R⁹ may each be a hydroxyl group, or an organic groupselected from among an alkoxy group, a dialkyl amino group and an alkylcarbonyloxy group having 18 or less carbon atoms, independently.However, the alkyl part of these alkoxy groups and alkyl carbonyloxygroups may be substituted by a hydroxyl group, halogen atom, cyano groupor nitro group, interrupted by an oxygen atom, sulfur atom, carbonylgroup, ester group, amide group or imino group, or have a double bond,and these substitutions, interruptions and double bonds may be combined.R¹⁰-R¹² each represents the same atoms or same groups as R¹-R⁶,respectively).

A third invention provides the optical film according to the first orsecond invention, wherein the transmittance of the film with respect tolight of 380 nm is 20% or less.

A fourth invention provides an optical film according to any of thefirst-third inventions, wherein the optical film is for use in an imagedisplay device.

DESCRIPTION OF THE PREFERRED EMBODIMENTS

Hereafter, the embodiments of the invention will be described.

An ultraviolet absorber used for an optical film according to theinvention is a triazine compound represented by the aforesaid generalformula (I). In the general formula (I), the alkyl group (straightchain, branched and cyclic) having 18 or less carbon atoms representedby R¹-R⁶ may be methyl, ethyl, propyl, isopropyl, butyl, s-butyl,t-butyl, isobutyl, amyl, isoamyl, t-amyl, hexyl, heptyl, 2-methylhexyl,isoheptyl, t-heptyl, n-octyl, isooctyl, t-octyl, 2-ethylhexyl, nonyl,isononyl, decyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl,heptadecyl, octadecyl, cyclopentyl, cyclohexyl, cycloheptyl orcyclooctyl. Examples of substituted and interrupted groups arechloromethyl, dichloromethyl, trichloromethyl, 2-hydroxyethyl,2-hydroxypropyl, 3-hydroxypropyl, 2-methoxyethyl, 2-ethoxyethyl,2-butoxyethyl, 2-methoxypropyl, 3-methoxypropyl, 2,3-dihydroxypropyl,2-hydroxy-3-methoxypropyl, 2,3-dimethoxypropyl and2-(2-methoxyethoxy)ethyl.

Examples of an alkoxy groups having 18 or less carbon atoms representedby R¹-R⁶ are methyloxy, ethyloxy, propyloxy, isopropyloxy, butyloxy,s-butyloxy, t-butyloxy, isobutyloxy, amyloxy, isoamyloxy, t-amyloxy,hexyloxy, heptyloxy, 2-methylhexyloxy, isoheptyloxy, t-heptyloxy,n-octyloxy, isooctyloxy, t-octyloxy, 2-ethylhexyloxy, nonyloxy, isononyloxy, decyloxy, dodecyloxy, tridecyloxy, tetradecyloxy,pentadecyloxy hexadecyloxy, heptadecyloxy, octadecyloxy, cyclopentyloxy,cyclohexyloxy, cycloheptyloxy and cyclooctyloxy. Examples of substitutedand interrupted groups are chloromethyloxy, dichloromethyloxy, trichloromethyloxy, 2-hydroxyethyloxy, 2-hydroxypropyloxy, 3-hydroxypropyloxy,2,3-dihydroxypropyloxy, 2-(2-hydroxyethoxy)ethyloxy, 2-methoxyethyloxy,2-ethoxyethyloxy, 2-butoxyethyloxy, 2-octyloxyethyloxy, 2-methoxypropyloxy, 3-methoxypropyloxy, 2-methoxy-3-hydroxypropyloxy,2-hydroxy-3-methoxypropyloxy, 2,3-dimethoxypropyloxy,2-hydroxy-3-octyloxypropyloxy, 2-(2-methoxyethoxy)ethyloxy,2-hydroxy-3-(2-methoxy ethoxy)propyloxy, 2-acetoxyethyloxy,2-acetoxypropyloxy, 3-acetoxy propyloxy, 2-(2-acetoxyethoxy)ethyloxy,2-propionylethyloxy, 2-octanoyl ethyloxy and 2-dibutylcarbamoylethyloxy.

Examples of a dialkylamino group having 18 carbon atoms or lessrepresented by R¹-R⁶ are dimethylamino, ethylmethylamino, diethylamino,dibutylamino, dioctylamino and 1-piperidyl.

Examples of an alkylcarbonyloxy group having 18 or less carbon atomsrepresented by R¹-R⁶, when R¹-R⁶ is a hydroxyl group, are groups derivedfrom organic carboxylic acids. Examples of the organic carboxylic acidwhich gives rise to such groups are acetic acid, propionic acid, butyricacid, isobutyric acid, valeric acid, caproic acid, caprylic acid,2-ethylhexanoic acid, pelargonic acid, capric acid, neodecanoic acid,undecanoic acid, lauric acid, tridecanoic acid, myristic acid,pentadecanoic acid, palmitic acid, margaric acid, stearic acid,cyclohexane carboxylic acid, 3-methylcyclohexane carboxylic acid,4-methylcyclohexane carboxylic acid, and 2,4-dimethylcyclohexanecarboxylic acid. Examples of the organic carboxylic acid, whichintroduce a substituted or interrupted groups, are chloroacetic acid,dichloroacetic acid, trichloroacetic acid, trifluoroacetic acid and12-hydroxystearic acid.

Examples of an aryl group having 18 or less carbon atoms represented byR¹-R⁶ are phenyl, naphthyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 4-vinylphenyl, 3-isopropylphenyl, 4-isopropylphenyl,4-butylphenyl, 4-isobutylphenyl, 4-t-butylphenyl, 4-hexylphenyl,4-cyclohexylphenyl, 4-octylphenyl, 4-(2-ethylhexyl)phenyl,2,3-dimethylphenyl, 2,4-dimethyl phenyl, 2,5-dimethylphenyl,2,6-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl,2,4-di-t-butylphenyl, 2,5-di-t-butylphenyl, 2,6-di-t-butylphenyl,2,4-di-t-pentylphenyl, 2,5-di-t-amylphenyl, 2,5-di-t-octylphenyl,biphenyl and 2,4,5-trimethylphenyl. Examples of an arylated alkyl groupare benzyl, phenethyl, 2-phenyl propane-2-yl and diphenylmethyl.

Examples of an aryloxy group having 18 or less carbon atoms representedby R¹-R⁶ are phenyloxy, naphthyloxy, 2-methylphenyloxy, 3-methylphenyloxy, 4-methylphenyloxy, 4-vinylphenyloxy, 4-isopropylphenyloxy,4-butylphenyloxy, 4-isobutylphenyloxy, 4-t-butylphenyloxy, 4-hexylphenyloxy, 4-cyclohexylphenyloxy, 4-octylphenyloxy,4-(2-ethylhexyl)phenyloxy, 2,3-dimethylphenyloxy, 2,4-dimethylphenyloxy,2,5-dimethyl phenyloxy, 2,6-dimethylphenyloxy, 3,4-dimethylphenyloxy,3,5-dimethyl phenyloxy, 2,4-di-t-butylphenyloxy,2,5-di-t-butylphenyloxy, 2,6-di-t butylphenyloxy,2,4-di-t-pentylphenyloxy, 2,5-di-t-amylphenyloxy, 2,5-di-t-octylphenyloxy, biphenyloxy and 2,4,5-trimethylphenyloxy. Examples of anarylated alkyloxy group are benzyloxy, phenethyloxy,2-phenylpropane-2-yl-oxy and diphenylmethyloxy.

Examples of the aryl carbonyloxy group having 18 carbon atoms or lessrepresented by R¹-R⁶, when R¹-R⁶ is a hydroxyl group, are groups derivedfrom an organic carboxylic acid. Examples of the organic carboxylic acidwhich gives rise to these derivatives are benzoic acid, 4-hydroxybenzoicacid, salicylic acid, naphthoic acid, 4-methylbenzoic acid,4-t-butylbenzoic acid and 4-octylbenzoic acid.

Among the triazine compounds represented by the general formula (I),compounds represented by the general formula (II) are preferred, sincethese compounds are easy to manufacture and low cost.

The triazine compound represented by the general formula (II) is acompound wherein each of R¹, R³, and R⁵ (or R², R⁴, and R⁶ is a hydroxylgroup, alkoxy group, dialkylamino group or alkyl carbonyloxy groupsituated in the fourth position in the general formula (I), and each ofR², R⁴, and R⁶ (or R¹, R³, and R⁵) are situated in the third position.The third position substituent R¹⁰-R¹² may independently be for examplethe aforesaid groups exemplified as R¹-R⁶. R⁷-R⁹ situated in the fourthposition are independently organic groups selected from among a hydroxylgroup, alkoxy group, dialkylamino group and alkyl carbonyloxy group, andspecifically groups corresponding thereto among the groups exemplifiedas R¹-R⁶.

Examples of preferred triazine compounds represented by the generalformula (II) according to the invention, are Compounds No. 1-No. 36shown below. In addition, in the following chemical formula, Me ismethyl, Et is ethyl, Bu is butyl, Am is amyl, iAm is isoamyl, Hx ishexyl and cyHx is cyclohexyl.

The method of synthesizing the triazine compound represented by thegeneral formula (I) or (II) is not particularly limited, and any commonsynthesis method may be used. For example, the addition reaction of aphenol derivative or a resorcinol derivative with cyanuric chlorideusing aluminum trichloride, may be mentioned. The substituentsrepresented by R¹-R⁶ and R⁷-R¹² may be introduced after forming thetriazine structure, or may be introduced into the phenolic compound orresorcinol derivative before forming the triazine structure.

It is sufficient to use an amount of the aforesaid triazine compound asan ultraviolet absorber in the optical film of the present inventionwithin a range in which transmission of visible light is not interferedwhile fully stopping ultraviolet ray transmission of the optical film isrealized, so its amount is preferably 10-0.001 mass parts, and morepreferably 5-0.01 mass parts, relative to 100 mass parts of resin.

The optical film of the present invention preferably has a transmittancewith respect to light of 380 nm, of 20% or less. The transmittance withrespect to visible light (400-800 nm) is 70% or more, and preferably 80%or more.

The optical film of the present invention maintains the ultravioletabsorption effect to a superior degree because the triazine compoundhardly bleeds out from the film.

The resin forming the optical film of the present invention is notparticularly limited, and may be selected in view of physical propertiessuitable for the intended application of the optical film.

Examples of the aforesaid resin are polyolefin resins and copolymers ofmonomers giving these polymers, such as high density polyethylene,isotactic polypropylene, syndiotactic polypropylene, hemiisotacticpolypropylene, polybutene-1, poly 3-methyl-1-butene, poly3-methyl-1-pentene, poly-4-methyl-1-pentene, ethylene/propylene block orrandom copolymer, ethylene-vinyl acetate copolymer and olefin-maleimidocopolymer; halogen-containing resins such as polyvinyl chloride,polyvinylidene chloride, chlorinated polyethylene, polyvinylidenefluoride, chlorinated rubber, vinyl chloride-vinyl acetate copolymer,vinyl chloride-ethylene copolymer, vinyl chloride-vinylidenechloride-vinyl acetate terpolymer, vinyl chloride-acrylic estercopolymer, vinyl chloride-maleate copolymer and vinylchloride-cyclohexyl maleimide copolymer; polyester resins such aspolyethylene terephthalate (PET), polybutylene terephthalate (PBT),polyethylenenaphthalate (PEN), poly-1,4-cyclohexane dimethyleneterephthalate, polyethylene-1,2-diphenoxyethane-4,4′-dicarboxylate andpolyhexamethylene terephthalate; styrene resins such as polystyrene,high impact polystyrene (HIPS), acrylonitrile butadiene styrene rubber(ABS), chlorinated polyethylene acrylonitrile styrene (ACS), styreneacrylonitrile (SAN), acrylonitrile butyl acrylate styrene (AAS),styrene-butadiene rubber, styrene maleic acid, styrene maleimide,ethylene propylene acrylonitrile styrene (AES) and butadiene methacrylicacid methyl styrene (MBS); polycarbonate resins such as polycarbonatesand branched polycarbonates; polyamide resins such as polyamides usingaromatic dicarboxylic acids or alicyclic dicarboxylic acids such aspolyhexamethylene adipamide (nylon 66), polycaprolactam (nylon 6) andnylon 6T; polyphenylene oxide (PPO) resin; denatured polyphenylene oxideresin; polyphenylene sulfide (PPS) resin; polyacetal (POM); denaturedpolyacetal; polysulfone; polyether sulfone; polyether ketone; polyetherimide; polyoxyethylene; petroleum resin; cumarone resin; cycloolefinresins such as norbornene resin, cycloolefin-olefin copolymer resin;polyvinyl acetate resin; polyvinyl alcohol resin; acrylate resins suchas polymethylmethacrylate; polymer alloys of polycarbonate and styreneresins; polyvinyl alcohol resin; cellulose resins such as diacetylcellulose, triacetyl cellulose (TAC), propionyl cellulose, butyrylcellulose, acetyl propionate cellulose and nitrocellulose; liquidcrystal polymers (LCP); silicone resins; urethane resins; biodegradableresins of aliphatic polyesters of aliphatic dicarboxylic acids,aliphatic diols, aliphatic polyester derived from aliphatichydroxycarboxylic acids or ring compounds thereof, or biodegradableresin such as aliphatic polyesters wherein the molecular weight wasincreased by diisocyanate; and recycled resins thereof. Thermosettingresins such as phenol resin, urea resin, melamine resin, epoxy resin andunsaturated polyester resin, may be also mentioned. The resin may alsobe a rubber polymer compound, such as natural rubber (NR), polyisoprenerubber (IR), styrene-butadiene rubber (SBR), polybutadiene rubber (BR),ethylene-propylene-diene rubber (EPDM), isobutylene-isoprene rubber(IIR), polychloroprene rubber, acrylonitrile-butadiene rubber (NBR) orsilicone rubber.

For an optical film in an image display device, a film with a hightransmittance to visible light is used. For example, a polyolefin resin,polyester resin, polycarbonate resin, polyamide resin, polysulfone,polyether sulfone, polyether ketone, polyether imide, polyoxyethylene,norbornene resin, acrylic resin or cellulose resin, is preferred.

In the optical film of the present invention, it is important that thetriazine compound hardly bleeds out.

The aforesaid resin may be used alone, mixture and/or copolymer of twoor more resins, or may be used in a shape of a lamination according tothe intended use.

The method of forming the optical film of the present invention is notparticularly limited, therefore, any suitable method for the aforesaidresin components is able to use. The method of forming the film may befor example the solution casting method or the melt molding method.

In the solution casting method, a resin solution obtained by dissolvinga resin in a solvent, is cast on flat plates or rolls of variousheat-resistant materials, steel belts, or metal foils using a bar coat,spin coat, dip coat, T-die, T-die with bar, doctor knife coat, air knifecoat, roll coat, die coat, photogravure coat or extrusion coat using ahopper, and the solvent component is dried to obtain a film. To form theoptical film of the present invention, a solution obtained by adding therequired amount of the triazine compound to the resin solution may beused. The solution casting method can be adapted also to film-formingusing radical polymerization by light, anionic polymerization orcationic polymerization of a resin starting material monomer.

The melt molding method is a method obtaining a film by melt extrusionusing a T-die or the inflation method; calender method; heat pressmethod; or injection molding using a melted resin composition.

The optical film of the present invention is useful in image displaydevices such as a liquid crystal display (LCD), a plasma display panel(PDP), an electroluminescence display (ELD), a cathode-ray tube display(CRT), a luminescence display tube and a field emission type display. Itis particularly useful in a liquid crystal display wherein an organicmaterial having inferior ultraviolet radiation resistance is used as adisplay element, and also particularly useful for an opticalcompensation film of an organic EL display and a luminous protectionfilm. For example, in a liquid crystal display, a polarizing plateprotective film, phase difference film, viewing angle expansion film,optical compensation film, anti-reflection film and color toneadjustment film may be mentioned.

The thickness of the optical film of the present invention may be setaccording to the resin component and intended application. For example,when used for a polarizing plate protective film, the thickness isnormally 5-500 μm, preferably 10-150 μm and more preferably 20-100 μm.If the thickness of the film is too thin, there is a possibility thatstrength may decrease. If the sheet is too thick, transparency will beinferior, birefringence will become high and the appearance may degrade.

Various additives may be used in the optical film of the presentinvention as required, and various kinds of surface treatment may beperformed.

Examples of the aforesaid additive are an optical absorption clouringmatter, pigment, dye, antioxidant, photostabilizer, ultraviolet absorberother than the triazine compound according to the present invention,near-infrared absorber, infrared absorber, antistatic agent, lubricant,processing aid, plasticizer, inorganic particle, halogen compound,phosphate compound, phosphoric acid amide compound, melamine compound,fluororesin, or flame retarder such as a metal oxide,melamine(poly)phosphate or piperazine(poly)phosphate.

Examples of the various aforesaid surface treatments are a treatmentwith chemical agents, mechanical treatment, corona discharge treatment,flame treatment, UV irradiation treatment, high frequency treatment,glow discharge treatment, active plasma treatment, laser treatment,mixed acid treatment and ozone oxidation treatment.

Due to the surface treatment, a lot of imperfections or lines may beformed on the surface.

EXAMPLES

The present invention will now be described in further detail referringto evaluation examples, examples and comparative examples. However, theinvention is not to be construed as being limited in any way by theseexamples.

[Evaluation of Ultraviolet Absorber]

Regarding suitability as an ultraviolet absorber for optical films thevolatility (5 mass % reduction temperature by differential thermalanalysis) and molar extinction coefficient (chloroform solution with aconcentration of 3.0×10⁻⁵ mol/L) at 380 nm, were evaluated.

The ultraviolet absorber with a large 5 mass % reduction temperaturehardly bleeds out from the optical film, and maintained its ultravioletabsorption effect to a superior degree. The larger the molar extinctioncoefficient of the ultraviolet absorber at 380 nm is, the more easily asufficient effect can be obtained using a smaller amount of theultraviolet absorber, which makes it suitable for use in an opticalfilm. The results are shown in TABLES 1-2.

TABLE 1 5 mass % 380 nm molar Ultraviolet reduction extinction absorbertemperature coefficient Compound 385° C. 29,430 No.18 Comparison 378° C.521 compound 1 Comparison 381° C. 4,080 compound 2 Comparison 369° C.10,830 compound 3 comparative compound 1

comparative compound 2

comparative compound 3

TABLE 2 5 mass % 380 nm molar Ultraviolet reduction extinction absorbertemperature coefficient Compound 386° C. 37,270 No. 4 Compound 390° C.28,420 No. 12 Compound 387° C. 31,210 No. 15 Compound 385° C. 34,052 No.17

From the evaluation results for the aforesaid ultraviolet absorber, thetriazine compound according to the present invention has a larger lightabsorption at a wavelength of 380 nm compared to the comparisoncompounds, and since the 5 mass % reduction temperature is alsoequivalent or greater compared to the comparison compounds, it issuperior for use in an optical film.

Hereafter, some examples of the optical film of the invention will bedescribed.

Example 1

A resin solution comprising 65 mass parts of a mixed solvent ofcyclohexane/toluene (1/9 mass ratio), 35 mass parts of norbornene resin(commercial name ZEONOR 1060R, Nippon Zeon Co., Ltd.) and 2.0 mass partsof the ultraviolet absorber disclosed in TABLE 3, was spread on asurface-polished glass plate with a bar coater, pre-dried at 50° C. for20 minutes, and dried at 90° C. for 30 minutes to obtain a 25 μm film.For the obtained film, the transmittance at a light wavelength of 380 nmwas measured using a U-3010 spectrophotometer, manufactured by Hitachi,Ltd. The results are shown in TABLE 3.

TABLE 3 380 nm Ultraviolet transmittance No. absorber (%) Example 1-1Compound 9.07 No. 4 Example 1-2 Compound 16.0 No. 12 Example 1-3Compound 12.7 No. 15 Example 1-4 Compound 7.22 No. 18 Comparative — 89.9example 1-1 Comparative Comparison 20.2 example 1-2 compound No. 2Comparative Comparison 21.6 example 1-3 compound No. 3

Example 2

(Combination 2)

100 g of Iupilone S-3000 (polycarbonate resin manufactured by MitsubishiGas Chemical Co., Inc.) was blended with 3 g of Compound No. 28.

The aforesaid Combination 2 was melt kneaded at 280° C. for 5 minuteswith a plast-mill. After kneading, it was extruded from a nozzle ofdiameter 6 mm, and pellets were obtained using a water-cooledpelletizer. Using an electric heating press these pellets were molded at280° C. to obtain a film of 0.25 mm thickness. For the obtained film,the transmittance at a light wavelength of 380 nm was measured in anidentical way to that of Example 1. The result was 1.4%.

Example 3

(Combination 3)

100 g of Adeka Arkls R-103 (acrylate resin manufactured by Asahi DenkaKogyo K.K., resin component 50 wt %), was blended with 1.5 g of CompoundNo. 31.

A resin composite was manufactured with the aforesaid Combination 3,this was applied to a polyethylene terephthalate (PET) film of thickness188 microns by a bar coater #9, and dried at 80° C. for 30 seconds toobtain a bilayer film. Next, this bilayer film was bonded to an alkaliglass plate of thickness 0.9 mm by thermo-compression at 100° C., and aPET film cover glass sheet having an optical film containing theultraviolet absorber between a glass plate and a PET film, wasmanufactured. For the obtained PET film cover glass sheet, thetransmittance at a light wavelength of 380 nm was measured in anidentical way to that of Example 1. The result was 1.0%.

From the aforesaid Examples 1-3, it was confirmed that the optical filmof the present invention had superior absorbance at a light wavelengthof 380 nm, superior ultraviolet radiation blocking capability, andlittle bleed-out.

INDUSTRIAL APPLICABILITY

According to the present invention, an optical film having highultraviolet absorption capability at 380 nm with little bleed-out can beprovided.

The optical film may be used in various functional films such as apolarizing plate protective film, a phase difference film, a viewingangle expansion film, an optical compensation film used for liquidcrystal display etc. and an anti-reflection film used for a plasmadisplay; an optical compensation film of an organic EL display; and aluminous protective film.

1. An optical film comprising a resin composition containing a polymerand a triazine compound, and said triazine compound is of formula (I):

wherein R¹-R⁶ are each independently a hydrogen atom; a hydroxyl group;or an organic group selected from alkyl groups, alkoxy groups, dialkylamino groups, alkyl carbonyloxy groups, aryl group, arylated alkylgroups, aryloxy groups, arylated alkyloxy groups, and aryl carbonyloxygroups having 18 or less carbon atoms, wherein the alkyl part of saidorganic groups is optionally substituted by a hydroxyl group, halogenatom, cyano group or nitro group, interrupted by an oxygen atom, sulfuratom, carbonyl group, ester group, amide group or imino group, or have adouble bond, or a combination of these substitutions, interruptions anddouble bonds, and wherein said polymer is a polyolefin, a polyolefincopolymer, a polyvinyl chloride, a polyvinylidene chloride, achlorinated polyethylene, a polyvinylidene fluoride, a chlorinatedrubber, a vinyl chloride-vinyl acetate copolymer, a vinylchloride-ethylene copolymer, a vinyl chloride-vinylidene chloride-vinylacetate terpolymer, a vinyl chloride-acrylic ester copolymer, a vinylchloride-maleate copolymer, a vinyl chloride-cyclohexyl maleimidecopolymer, a polycarbonate, a branched polycarbonate, a polyamide, adenatured polyphenylene oxide, a polyphenylene sulfide, a polyacetal, adenatured polyacetal, a polysulfone, a polyether sulfone, a polyetherketone, a polyether imide, a polyoxyethylene, a petroleum, a cumarone, acycloolefin, a polyvinyl acetate, a polyvinyl alcohol, an acrylate, apolymer alloy of polycarbonate and a styrene resin, a polyvinyl alcohol,a cellulose resin, a liquid crystal polymer, a silicone resin, aurethane, a biodegradable resin, a phenol resin, a urea resin, amelamine resin, an epoxy resin, an unsaturated polyester resin, naturalrubber, polvisoprene rubber, a styrene-butadiene rubber, a polybutadienerubber, an ethylene-propylene-diene rubber, an isobutylene-isoprenerubber, a polychloroprene rubber, a acrylonitrile-butadiene rubber, or asilicone rubber.
 2. The optical film according to claim 1, wherein saidtriazine compound is of formula (II):

wherein R⁷-R⁹ are each independently a hydroxyl group, or an organicgroup selected from alkoxy groups, dialkyl amino groups, and alkylcarbonyloxy groups, each having 18 or less carbon atoms, wherein thealkyl part of said alkoxy groups and alkyl carbonyloxy groups isoptionally substituted by a hydroxyl group, halogen atom, cyano group ornitro group, interrupted by an oxygen atom, sulfur atom, carbonyl group,ester group, amide group or imino group, or have a double bond, or acombination of these substitutions, interruptions and double bonds. 3.The optical film according to claim 1, wherein said film has atransmittance to light of 380 nm of 20% or less.
 4. An optical filmaccording to claim 1, wherein the amount of said triazine compound insaid resin is 10-0.001 mass parts per 100 mass parts of resin.
 5. Anoptical film according to claim 4, wherein the amount of said triazinecompound in said resin is 5-0.01 mass parts per 100 mass parts of resin.6. An optical film according to claim 1, wherein said film has atransmittance with respect to visible light of 70% or more.
 7. Anoptical film according to claim 1, wherein said polymer is a polyolefinor polyolefin copolymer.
 8. An optical film according to claim 7,wherein said polymer is high density polyethylene, isotacticpolypropylene, syndiotactic polypropylene, hemiisotactic polypropylene,polybutene-1, poly 3-methyl-1-butene, poly 3-methyl-1-pentene,poly-4-methyl-1-pentene, ethylene/propylene block or random copolymer,ethylene-vinyl acetate copolymer or olefin-maleimido copolymer.
 9. Anoptical film according to claim 1, wherein said polymer is polyvinylchloride, polyvinylidene chloride, chlorinated polyethylene,polyvinylidene fluoride, chlorinated rubber, vinyl chloride-vinylacetate copolymer, vinyl chloride-ethylene copolymer, vinylchloride-vinylidene chloride-vinyl acetate terpolymer, vinylchloride-acrylic ester copolymer, vinyl chloride-maleate copolymer orvinyl chloride-cyclohexyl maleimide copolymer.
 10. An optical filmaccording to claim 1, wherein said polymer is a styrene polymer.
 11. Anoptical film according to claim 10, wherein said polymer is polystyrene,high impact polystyrene, acrylonitrile butadiene styrene rubber,chlorinated polyethylene acrylonitrile styrene, styrene acrylonitrile,acrylonitrile butyl acrylate styrene, styrene-butadiene rubber, styrenemaleic acid, styrene maleimide, ethylene propylene acrylonitrilestyrene, butadiene methacrylic styrene, or acid methyl styrene.
 12. Anoptical film according to claim 1, wherein said polymer is apolycarbonate or branched polycarbonates.
 13. An optical film accordingto claim 1, wherein said polymer is a polyamide, a denaturedpolyphenylene oxide, a polyphenylene sulfide, a polyacetal (POM), adenatured polyacetal, a polysulfone, a polyether sulfone, a polyetherketone, a polyether imide, a polyoxyethylene, a petroleum, a cumarone, acycloolefin, a polyvinyl acetate, a polyvinyl alcohol, an acrylate, apolymer alloy of polycarbonate and styrene resin, a polyvinyl alcohol, acellulose resin, a liquid crystal polymer, a silicone resin, a urethane,or a biodegradable resin.
 14. An optical film according to claim 1,wherein said polymer is a phenol resin, a urea resin, a melamine resin,an epoxy resin, an unsaturated polyester resin, natural rubber,polyisoprene rubber, styrene-butadiene rubber, polybutadiene rubber,ethylene-propylene-diene rubber, isobutylene-isoprene rubber,polychloroprene rubber, acrylonitrile-butadiene rubber, or siliconerubber.
 15. An optical film comprising a resin composition containing apolymer and a triazine compound, and said triazine compound is offormula (I):

wherein R¹-R⁶ are each independently a hydrogen atom; a hydroxyl group;or an organic group selected from alkyl groups, alkoxy groups, dialkylamino groups, alkyl carbonyloxy groups, aryl group, arylated alkylgroups, aryloxy groups, arylated alkyloxy groups, and aryl carbonyloxygroups having 18 or less carbon atoms, wherein the alkyl part of saidorganic groups is optionally substituted by a hydroxyl group, halogenatom, cyano group or nitro group, interrupted by an oxygen atom, sulfuratom, carbonyl group, ester group, amide group or imino group, or have adouble bond, or a combination of these substitutions, interruptions anddouble bonds, and wherein said polymer is a polyolefin, polycarbonate,polyamide, polysulfone, polyether sulfone, polyether ketone, polyetherimide, polyoxyethylene, norbornene, acrylic or cellulose resin.
 16. Anoptical film according to claim 1, wherein R¹-R⁶ are each independentlymethyl, ethyl, propyl, isopropyl, butyl, s-butyl, t-butyl, isobutyl,amyl, isoamyl, t-amyl, hexyl, heptyl, 2-methylhexyl, isoheptyl,t-heptyl, n-octyl, isooctyl, t-octyl, 2-ethylhexyl, nonyl, isononyl,decyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl,octadecyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl,chloromethyl, dichloromethyl, trichloromethyl, 2-hydroxyethyl,2-hydroxypropyl, 3-hydroxypropyl, 2-methoxyethyl, 2-ethoxyethyl,2-butoxyethyl, 2-methoxypropyl, 3-methoxypropyl, 2,3-dihydroxypropyl,2-hydroxy-3-methoxypropyl, 2,3-dimethoxypropyl, 2-(2-methoxyethoxy)ethyl, methyloxy, ethyloxy, propyloxy, isopropyloxy, butyloxy,s-butyloxy, t-butyloxy, sobutyloxy, amyloxy, isoamyloxy, t-amyloxy,hexyloxy, heptyloxy, 2-methylhexyloxy, isoheptyloxy, t-heptyloxy,n-octyloxy, isooctyloxy, t-octyloxy, 2-ethylhexyloxy, nonyloxy, isononyloxy, decyloxy, dodecyloxy, tridecyloxy, tetradecyloxy,pentadecyloxy hexadecyloxy, heptadecyloxy, octadecyloxy, cyclopentyloxy,cyclohexyloxy, cycloheptyloxy, cyclooctyloxy chloromethyloxy,dichloromethyloxy, trichloro methyloxy, 2-hydroxyethyloxy,2-hydroxypropyloxy, 3-hydroxypropyloxy, 2,3-dihydroxypropyloxy,2-(2-hydroxyethoxy)ethyloxy, 2-methoxyethyloxy, 2-ethoxyethyloxy,2-butoxyethyloxy, 2-octyloxyethyloxy, 2-methoxy propyloxy,3-methoxypropyloxy, 2-methoxy-3-hydroxypropyloxy,2-hydroxy-3-methoxypropyloxy, 2,3-dimethoxypropyloxy,2-hydroxy-3-octyloxypropyloxy, 2-(2-methoxyethoxy) ethyloxy,2-hydroxy-3-(2-methoxy ethoxy) propyloxy, 2-acetoxyethyloxy,2-acetoxypropyloxy, 3-acetoxy propyloxy, 2-(2-acetoxyethoxy)ethyloxy,2-propionylethyloxy, 2-octanoyl ethyloxy, 2-dibutylcarbamoylethyloxy,dimethylamino, ethylmethylamino, diethylamino, dibutylamino,dioctylamino, 1-piperidyl, an alkylcarbonyloxy group derived from aceticacid, propionic acid, butyric acid, isobutyric acid, valeric acid,caproic acid, caprylic acid, 2-ethylhexanoic acid, pelargonic acid,capric acid, neodecanoic acid, undecanoic acid, lauric acid, tridecanoicacid, myristic acid, pentadecanoic acid, palmitic acid, margaric acid,stearic acid, cyclohexane carboxylic acid, 3-methylcyclohexanecarboxylic acid, 4-methylcyclohexane carboxylic acid,2,4-dimethylcyclohexane carboxylic acid, chloroacetic acid,dichloroacetic acid, trichloroacetic acid, trifluoroacetic acid, or12-hydroxystearic acid, phenyl, naphthyl, 2-methylphenyl,3-methylphenyl, 4-methyl phenyl, 4-vinylphenyl, 3-isopropylphenyl,4-isopropylphenyl, 4-butylphenyl, 4-isobutylphenyl, 4-t-butylphenyl,4-hexylphenyl, 4-cyclohexylphenyl, 4-octylphenyl, 4-(2-ethylhexyl)phenyl, 2,3-dimethylphenyl, 2,4-dimethyl phenyl, 2,5-dimethylphenyl,2,6-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl,2,4-di-t-butylphenyl, 2,5-di-t-butylphenyl, 2,6-di-t-butylphenyl,2,4-di-t-pentylphenyl, 2,5-di-t-amylphenyl, 2,5-di-t-octylphenyl,biphenyl, 2,4,5-trimethylphenyl, benzyl, phenethyl, 2-phenylpropane-2-yl, diphenylmethyl, phenyloxy, naphthyloxy, 2-methylphenyloxy,3-methyl phenyloxy, 4-methylphenyloxy, 4-vinylphenyloxy,4-isopropylphenyloxy, 4-butylphenyloxy, 4-isobutylphenyloxy,4-t-butylphenyloxy, 4-hexyl phenyloxy, 4-cyclohexylphenyloxy,4-octylphenyloxy, 4-(2-ethylhexyl) phenyloxy, 2,3-dimethylphenyloxy,2,4-dimethylphenyloxy, 2,5-dimethyl phenyloxy, 2,6-dimethylphenyloxy,3,4-dimethylphenyloxy, 3,5-dimethyl phenyloxy, 2,4-di-t-butylphenyloxy,2,5-di-t-butylphenyloxy, 2,6-di-t butylphenyloxy,2,4-di-t-pentylphenyloxy, 2,5-di-t-amylphenyloxy, 2,5-di-t-octylphenyloxy, biphenyloxy, 2,4,5-trimethylphenyloxy, benzyloxy,phenethyloxy, 2-phenylpropane-2-yl-oxy, diphenylmethyloxy, or an arylcarbonyloxy group derived from benzoic acid, 4-hydroxybenzoic acid,salicylic acid, naphthoic acid, 4-methylbenzoic acid, 4-t-butylbenzoicacid, or 4-octylbenzoic acid.
 17. An optical film according to claim 2,wherein R⁷-R¹² are each independently methyl, ethyl, propyl, isopropyl,butyl, s-butyl, t-butyl, isobutyl, amyl, isoamyl, t-amyl, hexyl, heptyl,2-methylhexyl, isoheptyl, t-heptyl, n-octyl, isooctyl, t-octyl,2-ethylhexyl, nonyl, isononyl, decyl, dodecyl, tridecyl, tetradecyl,pentadecyl, hexadecyl, heptadecyl, octadecyl, cyclopentyl, cyclohexyl,cycloheptyl, cyclooctyl, chloromethyl, dichloromethyl, trichloromethyl,2-hydroxyethyl, 2-hydroxypropyl, 3-hydroxypropyl, 2-methoxyethyl,2-ethoxyethyl, 2-butoxyethyl, 2-methoxypropyl, 3-methoxypropyl,2,3-dihydroxypropyl, 2-hydroxy-3-methoxypropyl, 2,3-dimethoxypropyl,2-(2-methoxyethoxy) ethyl, methyloxy, ethyloxy, propyloxy, isopropyloxy,butyloxy, s-butyloxy, t-butyloxy, sobutyloxy, amyloxy, isoamyloxy,t-amyloxy, hexyloxy, heptyloxy, 2-methylhexyloxy, isoheptyloxy,t-heptyloxy, n-octyloxy, isooctyloxy, t-octyloxy, 2-ethylhexyloxy,nonyloxy, iso nonyloxy, decyloxy, dodecyloxy, tridecyloxy,tetradecyloxy, pentadecyloxy hexadecyloxy, heptadecyloxy, octadecyloxy,cyclopentyloxy, cyclohexyloxy, cycloheptyloxy, cyclooctyloxychloromethyloxy, dichloromethyloxy, trichloro methyloxy,2-hydroxyethyloxy, 2-hydroxypropyloxy, 3-hydroxypropyloxy,2,3-dihydroxypropyloxy, 2-(2-hydroxyethoxy)ethyloxy, 2-methoxyethyloxy,2-ethoxyethyloxy, 2-butoxyethyloxy, 2-octyloxyethyloxy, 2-methoxypropyloxy, 3-methoxypropyloxy, 2-methoxy-3-hydroxypropyloxy,2-hydroxy-3-methoxypropyloxy, 2,3-dimethoxypropyloxy,2-hydroxy-3-octyloxypropyloxy, 2-(2-methoxyethoxy) ethyloxy,2-hydroxy-3-(2-methoxy ethoxy) propyloxy, 2-acetoxyethyloxy,2-acetoxypropyloxy, 3-acetoxy propyloxy, 2-(2-acetoxyethoxy)ethyloxy,2-propionylethyloxy, 2-octanoyl ethyloxy, 2-dibutylcarbamoylethyloxy,dimethylamino, ethylmethylamino, diethylamino, dibutylamino,dioctylamino, 1-piperidyl, an alkylcarbonyloxy group derived from aceticacid, propionic acid, butyric acid, isobutyric acid, valeric acid,caproic acid, caprylic acid, 2-ethylhexanoic acid, pelargonic acid,capric acid, neodecanoic acid, undecanoic acid, lauric acid, tridecanoicacid, myristic acid, pentadecanoic acid, palmitic acid, margaric acid,stearic acid, cyclohexane carboxylic acid, 3-methylcyclohexanecarboxylic acid, 4-methylcyclohexane carboxylic acid,2,4-dimethylcyclohexane carboxylic acid, chloroacetic acid,dichloroacetic acid, trichloroacetic acid, trifluoroacetic acid, or12-hydroxystearic acid, phenyl, naphthyl, 2-methylphenyl,3-methylphenyl, 4-methyl phenyl, 4-vinylphenyl, 3-isopropylphenyl,4-isopropylphenyl, 4-butylphenyl, 4-isobutylphenyl, 4-t-butylphenyl,4-hexylphenyl, 4-cyclohexylphenyl, 4-octylphenyl, 4-(2-ethylhexyl)phenyl, 2,3-dimethylphenyl, 2,4-dimethyl phenyl, 2,5-dimethylphenyl,2,6-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl,2,4-di-t-butylphenyl, 2,5-di-t-butylphenyl, 2,6-di-t-butylphenyl,2,4-di-t-pentylphenyl, 2,5-di-t-amylphenyl, 2,5-di-t-octylphenyl,biphenyl, 2,4,5-trimethylphenyl, benzyl, phenethyl, 2-phenylpropane-2-yl, diphenylmethyl, phenyloxy, naphthyloxy, 2-methylphenyloxy,3-methyl phenyloxy, 4-methylphenyloxy, 4-vinylphenyloxy,4-isopropylphenyloxy, 4-butylphenyloxy, 4-isobutylphenyloxy,4-t-butylphenyloxy, 4-hexyl phenyloxy, 4-cyclohexylphenyloxy,4-octylphenyloxy, 4-(2-ethylhexyl) phenyloxy, 2,3-dimethylphenyloxy,2,4-dimethylphenyloxy, 2,5-dimethyl phenyloxy, 2,6-dimethylphenyloxy,3,4-dimethylphenyloxy, 3,5-dimethyl phenyloxy, 2,4-di-t-butylphenyloxy,2,5-di-t-butylphenyloxy, 2,6-di-t butylphenyloxy,2,4-di-t-pentylphenyloxy, 2,5-di-t-amylphenyloxy, 2,5-di-t-octylphenyloxy, biphenyloxy, 2,4,5-trimethylphenyloxy, benzyloxy,phenethyloxy, 2-phenylpropane-2-yl-oxy, diphenylmethyloxy, or an arylcarbonyloxy group derived from benzoic acid, 4-hydroxybenzoic acid,salicylic acid, naphthoic acid, 4-methylbenzoic acid, 4-t-butylbenzoicacid, or 4-octylbenzoic acid.
 18. An optical film according to claim 1,wherein said triazine compound is selected from the following compoundNos. 1-36:

wherein Me is methyl, Et is ethyl, Bu is butyl, Am is amyl, iAm isisoamyl, Hx is hexyl, and cyHx is cyclohexyl.